Propachlor

Structural formula
General
Surname	Propachlor
other names	N -Isopropyl- N -phenyl-2-chloroacetamide; 2-chloro- N -phenyl- N -propan-2-ylacetamide ( IUPAC );
Molecular formula	C 11 H 14 ClNO
Brief description	white odorless solid
External identifiers / databases
EC number	217-638-2
ECHA InfoCard	100.016.036
PubChem	4931
Wikidata	Q2112916
properties
Molar mass	211.69 g mol −1
Physical state	firmly
Melting point	77 ° C
boiling point	110 ° C (0.04 mbar)
solubility	very sparingly soluble in water (580 mg l −1 at 20 ° C); Easily soluble in organic solvents such as acetone, benzene, chloroform, tetrachloromethane, ethanol, diethyl ether, toluene and xylene;
safety instructions
H and P phrases	H: 302-317-319-410
	P: 273-280-305 + 351 + 338-501
Toxicological data	710 mg kg −1 ( LD 50 , rat , oral ) ; 380 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Propachlor is an active ingredient for crop protection and a chemical compound from the group of carboxamides .

Extraction and presentation

Propachlor can be produced by reacting aniline with 2-chloropropane and then with chloroacetic acid chloride .

properties

Propachlor is a flammable white odorless solid that is very sparingly soluble in water.

use

Propachlor was used as a herbicide . It was approved in the US in 1964, and in the 1990s it was still using over 1000 tons annually in the US. In the meantime, however, the annual application rate in the USA has decreased to zero.

Admission

Since it can be assumed that the active substance has a harmful effect on the groundwater, it was not included in Annex I of Directive 91/414 / EEC and all approvals for plant protection products containing this substance were revoked. In Switzerland, too, no pesticides containing this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on propachlor in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ ^a ^b EPA: Reregistration Eligibility Decision (RED) - Propachlor (PDF; 839 kB)
↑ Entry on Propachlor in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
^ Entry on Propachlor in the Hazardous Substances Data Bank , accessed July 30, 2012.
↑ EU: DECISION OF THE COMMISSION of September 18, 2008 on the non-inclusion of propachlor in Annex I of Council Directive 91/414 / EEC and the revocation of the authorizations for plant protection products containing this substance (PDF)
^ Directorate-General for Health and Food Safety of the European Commission: Entry on propachlor in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 27, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on propachlor in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[EPA-2] EPA: Reregistration Eligibility Decision (RED) - Propachlor (PDF; 839 kB)

[CLP_100.016.036-3] Entry on Propachlor in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[HSDB-4] Entry on Propachlor in the Hazardous Substances Data Bank , accessed July 30, 2012.

[EU-5] EU: DECISION OF THE COMMISSION of September 18, 2008 on the non-inclusion of propachlor in Annex I of Council Directive 91/414 / EEC and the revocation of the authorizations for plant protection products containing this substance (PDF)

[6] Directorate-General for Health and Food Safety of the European Commission: Entry on propachlor in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 27, 2016.